N-SULFONYLINDOLINE DERIVATIVES CARRYING AN AMIDE FUNCTIONAL GROUP, THEIR PREPARATION, AND THE PHARMACEUTICAL COMPOSITIONS IN WHICH THEY ARE PRESENT

摘要

The invention relates to compounds of formula(see fig. 1)in which- R1 is a halogen atom, a C1-C4 alkyl, a hydroxyl, aC1-C4 alkoxy, a benzyloxy group, a cyano group, atrifluoromethyl group, nitro group or an amino group;- R2 is a C1-C6 alkyl, a C3-C7 cycloalkyl, a C5-C7cycloalkene, a phenyl which is unsubstituted ormonosubstituted or polysubstituted, a C1-C4 alkoxy, ahalogen, a trifluoromethyl group or an amino group, orR2 is a nitrophenyl which is unsubstituted ormonosubstituted or polysubstituted;- R3 is a hydrogen atom;- R4 is a carbamoyl group of formula CONR6R7;- R5 is a C1-C4 alkyl; a 1-naphthyl; a 2-naphthyl; a5-dimethylamino-1-naphthyl; a phenyl which isunsubstituted or monosubstituted or polysubstituted orR5 is a nitrophenyl which is unsubstituted ormonosubstituted or polysubstituted;- R6 is a C1-C6 alkyl or R6 is similar to R7;- R7 is a 4-piperidyl group or a 3-azetidinyl group, thesaid groups being substituted or unsubstituted on thenitrogen by a C1-C4 alkyl, by a benzyloxycarbonyl orby a C1-C4 alkoxycarbonyl; a group (CH2)r which isitself substituted by a 2-, 3- or 4-pyridyl group, bya hydroxyl group or by an amino group which is free orsubstituted by one or two substituents;-or R6 and R7 together, with the nitrogen atom to whichthey are bonded, form a heterocycle selected from:. morpholine,. thiomorpholine,. thiazolidine or 2,2-dimethylthiazolidine, unsubstitutedor substituted by R9,. piperazine, unsubstituted or substituted at the4-position by a group R"8,. an unsaturated, 5-membered ring containing a singlenitrogen atom and substituted by R8 or a saturated,3-, 4-, 5-, 6- or 7-membered ring containing asingle nitrogen atom and substituted by R8 and R9;- R8 is R'8 or a group (CH2)r which is itselfsubstituted by a hydroxyl or by an amino which is freeor substituted by one or two C1-C4 alkyls;- R'8 is a group (CH2)q which is itself substituted bya carboxyl group, a C1-C4 alkoxycarbonyl group, abenzyloxycarbonyl group, a carbamoyl group which isfree or substituted by a hydroxyl or by one or 2C1-C4 alkyls or an aminocarbothioyl group which isfree or substituted by one or 2 C1-C4 alkyls;- R"8 is R'8 or a group (CH2)2NH2 which is free orsubstituted by one or two C1-C4 alkyls;- R9 is hydrogen, a halogen, a group (CH2)rOR10, a group(CH2)rNR11R12, a group (CH2)sCONR11R'11 or an azidogroup;- R10 is hydrogen, a C1-C4 alkyl, a mesyl or a tosyl;- R11, R'11 and R12 are each a hydrogen or a C1-C4alkyl or R11 is hydrogen and R12 is abenzyloxycarbonyl or a C1-C4 alkoxycarbonyl;- n is 0, 1 or 2;- m is 0, 1 or 2;- q is 0, 1, 2 or 3;- r is 0, 1, 2 or 3, with the limitation that r is notzero when R8 or R9 is at the alpha-position of theintracyclic amide nitrogen;- s is 0 or 1;as well as its possible salts.These compounds are useful in the treatment ofcomplaints of the central nervous system, thecardiovascular system and the gastric sphere in humansand animals.